Technology Process of (4R,18R,Z)-18-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)nonadec-2-en-1-ol
There total 15 articles about (4R,18R,Z)-18-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyloxy)nonadec-2-en-1-ol which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
dichloromethane; toluene;
at -20 - 20 ℃;
for 4h;
DOI:10.1002/ejoc.201301287
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 5 h / -78 °C / Inert atmosphere
2.1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C
3.1: potassium hexamethylsilazane; 18-crown-6 ether / tetrahydrofuran / 0.25 h / 0 °C
3.2: 2 h / -78 °C
4.1: diisobutylaluminium hydride / dichloromethane; toluene / 4 h / -20 - 20 °C
With
18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane;
In
tetrahydrofuran; dichloromethane; toluene;
3.2: |Still-Gennary Z-Olefination;
DOI:10.1002/ejoc.201301287
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 0 - 20 °C
2.1: acetonitrile / 72 h / Reflux
3.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C
3.2: 12 h / -78 - 20 °C
4.1: hydrogen; palladium hydroxide 10 wt. % on activated carbon / ethanol / 2 h / 20 °C
5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.75 h / -78 °C
5.2: 1.5 h / -78 - 20 °C
6.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C
6.2: 3 h / 0 - 20 °C
7.1: potassium hexacyanoferrate(III); potassium carbonate; methanesulfonamide; (DHQD)2AQN; potassium osmate(VI) dihydrate; water / tert-butyl alcohol / 24 h / 0 °C
8.1: toluene-4-sulfonic acid / benzene / 12 h / 20 °C
9.1: diisobutylaluminium hydride / dichloromethane; toluene / 5 h / -78 °C / Inert atmosphere
10.1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C
11.1: methanol / 24 h / -40 - 20 °C
12.1: diisobutylaluminium hydride / dichloromethane; toluene / 4 h / -20 - 20 °C
With
1H-imidazole; potassium osmate(VI) dihydrate; n-butyllithium; oxalyl dichloride; methanesulfonamide; palladium hydroxide 10 wt. % on activated carbon; (DHQD)2AQN; water; hydrogen; iodine; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; dimethyl sulfoxide; triphenylphosphine; potassium hexacyanoferrate(III);
In
tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; acetonitrile; tert-butyl alcohol; benzene;
3.2: |Wittig Olefination / 5.1: |Swern Oxidation / 5.2: |Swern Oxidation / 6.2: |Wittig Olefination / 7.1: |Sharpless Dihydroxylation / 11.1: |Wittig Olefination;
DOI:10.1002/ejoc.201301287
